tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 12 h;

1: benzyl ethynyl sulfide With n-butyllithium in diethyl ether; hexane T=-78°C; 0.166667 h; 2: With sulfur in diethyl ether; hexane T=-78 - 20°C; 3: benzyl bromide in diethyl ether; hexane T=0 - 20°C; Further stages.;

1.1: nBuLi / diethyl ether; hexane / 0.25 h / -78 °C 1.2: S8 / diethyl ether; hexane / -78 - 20 °C 1.3: 86 percent / diethyl ether; hexane / 0 - 20 °C 2.1: 99 percent / Bu4NF / tetrahydrofuran; methanol / 72 h / 20 °C 3.1: nBuLi / diethyl ether; hexane / 0.17 h / -78 °C 3.2: S8 / diethyl ether; hexane / -78 - 20 °C 3.3: diethyl ether; hexane / 0 - 20 °C View Scheme

1.1: 99 percent / Bu4NF / tetrahydrofuran; methanol / 72 h / 20 °C 2.1: nBuLi / diethyl ether; hexane / 0.17 h / -78 °C 2.2: S8 / diethyl ether; hexane / -78 - 20 °C 2.3: diethyl ether; hexane / 0 - 20 °C View Scheme

ammonia; sodium 2) CH2Cl2, 30 min; Yield given. Multistep reaction;

1: CS2; bromine / 20 °C 2: alcoholic KOH-solution View Scheme

1: alcoholic KOH-solution 2: CS2; bromine / 20 °C 3: alcoholic KOH-solution View Scheme